scholarly journals Facilitating functionalization of benzene-1,3,5-tricarboxamides by switching amide connectivity

2021 ◽  
Vol 19 (38) ◽  
pp. 8281-8294
Author(s):  
Sandra M. C. Schoenmakers ◽  
Bart W. L. van den Bersselaar ◽  
Shikha Dhiman ◽  
Lu Su ◽  
Anja R. A. Palmans

Selective functionalization of C3-symmetrical supramolecular motifs was achieved by switching the amide connectivity of one side chain, yielding supramolecular polymers with a tunable number of functional groups.

2020 ◽  
Vol 22 (1) ◽  
pp. 155
Author(s):  
Mikhail V. Diachkov ◽  
Karoll Ferrer ◽  
Jana Oklestkova ◽  
Lucie Rarova ◽  
Vaclav Bazgier ◽  
...  

Brassinosteroids are a class of plant hormones that regulate a broad range of physiological processes such as plant growth, development and immunity, including the suppression of biotic and abiotic stresses. In this paper, we report the synthesis of new brassinosteroid analogues with a nitrogen-containing side chain and their biological activity on Arabidopis thaliana. Based on molecular docking experiments, two groups of brassinosteroid analogues were prepared with short and long side chains in order to study the impact of side chain length on plants. The derivatives with a short side chain were prepared with amide, amine and ammonium functional groups. The derivatives with a long side chain were synthesized using amide and ammonium functional groups. A total of 25 new brassinosteroid analogues were prepared. All 25 compounds were tested in an Arabidopsis root sensitivity bioassay and cytotoxicity screening. The synthesized substances showed no significant inhibitory activity compared to natural 24-epibrassinolide. In contrast, in low concentration, several compounds (8a, 8b, 8e, 16e, 22a and 22e) showed interesting growth-promoting activity. The cytotoxicity assay showed no toxicity of the prepared compounds on cancer and normal cell lines.


Synthesis ◽  
2018 ◽  
Vol 51 (01) ◽  
pp. 40-54 ◽  
Author(s):  
Masahito Murai ◽  
Kazuhiko Takai

Recent advancements in unsymmetrical difunctionalization based on the substitution of two different C–H bonds in one-pot are described. Due to the difficulty of controlling reactivity and selectivity, multi-functionalization via substitution of several C–H bonds to install different functional groups has been limited until recently, in comparison with well-studied functionalization via sequential addition to unsaturated π-bonds. This difunctionalization protocol provides an efficient and rapid approach to a library of structurally complicated target molecules through the formation of multiple C–X bonds with high atom- and step-economy.1 Introduction2 ortho-Selective Functionalization of Two Different C–H Bonds Relative to the Directing Group2.1 Unsymmetrical Difunctionalization with the Introduction of Similar Functional Groups2.2 Unsymmetrical Difunctionalization with the Introduction of Different Functional Groups2.3 ortho-Selective Unsymmetrical Difunctionalization Promoted by Two Different Directing Groups Appearing During the Progress of the Reaction3 ortho/meta-Selective C–H Bond Difunctionalization Relative to the Directing Group4 Sequential Difunctionalization of Fused Aromatic Compounds and Heterocycles5 Summary and Outlook


2020 ◽  
Vol 11 (2) ◽  
pp. 508-516 ◽  
Author(s):  
Kuluni Perera ◽  
Zhengran Yi ◽  
Liyan You ◽  
Zhifan Ke ◽  
Jianguo Mei

This work illustrates an effective side-chain modification approach using amide functional groups to induce aqueous electroactivity to ProDOT-based electrochromic polymers.


2013 ◽  
Vol 46 (24) ◽  
pp. 9634-9641 ◽  
Author(s):  
Adam Gooch ◽  
Natasha S. Murphy ◽  
Neil H. Thomson ◽  
Andrew J. Wilson

2011 ◽  
Vol 236-238 ◽  
pp. 1283-1287
Author(s):  
Qiang Zhao ◽  
De Zhi Sun ◽  
Jun Wen Pu ◽  
Xiao Juan Jin ◽  
Mian Xing

To study the bleaching mechanisms of H2O2 bleaching, H2O2 displacement bleaching and H2O2 /TAED bleaching, three kinds of lignin bleached with above processes were obtained. Three types of treated Populus nigra L lignins structure were identified and the functional groups were quantitied by FTIR. In contrast, the deacetylation and the breakage of ester bonds in H2O2/TAED bleaching system was much more significant. The total carbonyl group of H2O2 bleached lignin decreased 6.6% while displacement bleached lignin and H2O2/TAED bleached lignin decreased 9.2% and 15.8% respectively. The PT bleaching process had stronger oxidability to destroy the syringyl units in lignin. The breakage of ether bonds and alcoholic hydroxyl dehydration in side chain increased after bleaching. In contrast, the stronger destroyed effection on guaiacyl dialkyl ether bond with PT bleaching processes. The conclusions obtained may interpret H2O2 displacementbleaching and H2O2/TAED bleaching systems have better bleaching efficiency than H2O2 bleachingsystem.


Pteridines ◽  
1999 ◽  
Vol 10 (3) ◽  
pp. 79-90 ◽  
Author(s):  
Hermann Traub ◽  
Wolfgang Pfleiderer

Summary A series of new 6-substituted 2,4-diaminopteridines (3-23) and pterins (26-43) have been synthesized by nucleophilic displacement reactions at the side chain of 6-bromomethyl-2,4-diaminopteridine (2) and 6- bromomethylpterin (25) using various types of 0-, N- and S-nucleophiles. Acid and base hydrolyses allow easy conversion of the 2,4-diaminopteridines (3-5, 7, 9, 10, 12, 19-21 and 23) into the corresponding pterins (26-32, 39-42). Acylations take place at the amino as well as at the functional groups in the side chain (44-46). A versatile protection of the amino group in pterins is its transformation into the N ,N -dimethylaminomethylcnimino function by amide-acetals (47, 50) allowing subsequently selective acylations at the side chain (48, 49).


ChemInform ◽  
2010 ◽  
Vol 22 (41) ◽  
pp. no-no
Author(s):  
YU. N. BUBNOV ◽  
T. V. POTAPOVA ◽  
M. E. GURSKII
Keyword(s):  

2002 ◽  
Vol 58 (s1) ◽  
pp. c141-c141
Author(s):  
N. Yoswathananont ◽  
K. Nakano ◽  
K. Sada ◽  
M. Miyata

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